Homolytic reductive alkylation of methylvinyl ketone with ethers by Ti (III) decomposition of t-butyl hydroperoxide

A Citterio, A Arnoldi, A Griffini

Index: Citterio, Attilio; Arnoldi, Anna; Griffini, Alberto Tetrahedron, 1982 , vol. 38, # 3 p. 393 - 395

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Citation Number: 13

Abstract

Reductive alkylatin of methylvinylketone has been accomplished by hydrogen abstraction from cyclic ethers with the redox couple: t-butyl hydroperoxide-titanous chloride. A redox radical mechanism is proposed and the selectivity of the hydrogen abstraction by t-butoxy radicals and reduction of α-ketoalkyl radical by titanous ions is discussed.